
Pet-friendly holiday rentals in Osterville
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Osterville
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Cape Cottage✦Walk to Beaches✦Large Fenced Yard
🐕pet friendly 🚿outdoor shower! 🔥private backyard with fire pit! ❄️central AC 🏖 Less than a mile (4 min) to local beaches 😊accommodations for 6 guests! 📶high speed Wi-Fi 🍽full kitchen & modern appliances Welcome to your next Cape Cod vacation! Our cozy South Yarmouth home is the perfect spot to relax and recharge. This pet-friendly 2 bed & 1 bath is equipped with central AC, modern appliances, spacious rooms, a large fenced-in backyard, and enough sleeping space for up to six guests.

* Walk to the beach - Swiss Beach House! *
Walk to the beach! Less than a 1/2 mile (0.7 km)! Perfect spot for paddle boarding. Paddleboards and gas grill (available in summer). Private European - style house. Rustic charm. Laid-back atmosphere. 3 Bedroom, 2.5 bathroom. Comfortably sleeps 6-7, up to 8. Fire pit. Outdoor shower. Farm table for group dining. Fantastic central Cape Cod location. Natural environment. 15 min. to Hyannis for ferries to Nantucket or Martha's Vineyard. Enjoy something unique. Experience the real Cape Cod.

Cozy garden retreat close to it all! Pet friendly
Come enjoy the cape from a private, dead-end road off Rt 28. 10-15 mins to beaches, 15 to Hyannis or Falmouth, 5 to Mashpee commons. Or, relax in a hammock in the privacy of the fully-fenced in wooded yard or by the fire pit. Family and dog friendly! 2 desks for WFH in separate rooms. -Heat/AC in every room -High speed Wifi : 200+ Mbps in all areas inside, 30+ Mbps from hammock -Smart speakers for in/outdoor use -Fire TV w/ Netflix, Disney+, etc -Working fireplace (in Winter)

Cozy 1-level fenced yard Craigville Beach 2000sqft
Welcome to Midori On The Cape! This freshly renovated 3-bedroom, 2-bath, Cape-style house features 2000 sq ft all in one level in a quiet neighborhood, 15000 sqft lot with fenced in flat backyard, fire pit, string lights, BBQ-grille. Quick access to Craigville Beach, Cape Cod Mall, vibrant Hyannis downtown and ferry terminal to Martha's Vineyard and Nantucket Island 2 living rooms, 2 dining areas, 3 super-sized bedrooms. Perfect for family staycation and gathering, get away.

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes
☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

Koi pond ranch w. Game room by the lake
Our spacious, bright and very private ranch is a perfect place for a relaxing getaway on the Cape. Our house boasts central A/C, hardwood floors, an updated open kitchen, a breakfast bar, granite counters, 2 glass sliders, 1 w/ deck access that flows to the sprawling, private yd. The amazing master bed retreat w/ private deck access will 'wow' you w/ its beamed cathedral ceil. /skylights. Based has s pool table, air hockey and Movie theater. 10 min walk to the Lake beach

Private Pond-side Cape Cod Home
Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

Lake Front Cape House on Private Peninsula
Cape Cod house surrounded by fresh water Lake Wequaquet in Centerville, Cape Cod. Access lake with on property beach & dock, fenced in yard. Kayaks provided. Weekly 5 days prefer in July & August. Shorter stays in off season & dates open(aug. 17-20). Aug. 26-28 open please reach out. No Parties at the house or more people than the reservation states! Maximum 7 adults 1 child. No events except for photo shoots. Seasonal prices & extended stays available.

Sweet 3b/2b in Great Downtown Hyannis Location
Short walk to Main Street (with it's variety of great shops, restaurants, and attractions), Cape Cod League baseball games, the Melody Tent, CC Conference Center and annual events such as 4th of July Fireworks, Pops by the Sea, Father’s Day Car Show, and art festivals! Short Distance (approx 1 mile) to Hyannis Harbor, three beaches (Kalmus, Keyes Memorial, Veteren’s), Hyannisport, 4th of July fireworks, Kennedy Memorial, and Hyannis Transportation Center.

Your dog will love it here and you will too.
If you love to travel with your dog (dogs), like I do, then this is the perfect place for you and your dog. We have a large fenced in yard for your dog to play in and for you to relax in with your dog. We have a one bedroom apartment with a full kitchen, bath, living room and dining area When you book would you PLEASE let me know whether or not you will be traveling with a dog and if you are what breed of dog will you be bringing. Thanks!

The Sea-Cret Garden, Guest Apartment
Kick back and relax in this calm, stylish space! This comfortable and peaceful guest apartment is situated in an ideal location in a quiet, beautiful neighborhood that is close to beaches and a short drive to downtown. Take a quick stroll to the West Falmouth Market or the Shining Sea Bike Path. With easy access to Chapoquoit & Old Silver Beach, this perfectly situated apartment is in an ideal spot for your next Falmouth getaway!

Beach Cottage, without going over bridges to Cape!
This adorable beach cottage comes with everything you need for a nice & relaxing getaway. The beach is a short walk of about 5-8 minutes down the street. 2 beach chairs, towels & a cooler are provided. Come home to an outdoor grill and deck furniture to continue your outdoor experience. Fenced in yard and open to having well trained dogs (no more than 2) for an additional one time $100 fee. Sorry no other pets considered.
Popular amenities for Osterville pet-friendly home rentals
Pet-friendly house rentals

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Falmouth Summer Fun–Game Barn-Dog Friendly!

Spacious house steps to Craigville beach! Dog ok!

The Roost with path to beach

13 Great Hill -Lakefront w private beach & firepit

Cottage Oasis by Lake-Kayaks, Fire Pit & Huge Yard

Falmouth Heights Ocean Views & Steps to Beach

Cozy Waterfront Home- Kayak in own backyard
Pet-friendly home rentals with a pool

Sagamore Manor | Pool | Hot Tub | 5min to Beach!

Sunny Cape w/Private Pool, Steps to Private Lake

Centerville Oasis, Heated Saltwater Pool!

Private Saltwater Pool, Game Room, near Beaches!

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

Game Room- Movie Projector Room- Fire Pit

Home w/ golf view, salted heat pool, mins to beach

Renovated ranch with pool access
Private, pet-friendly home rentals

Prospect & Pine Welcome•Enjoy•Relax

Lovely Cozy Cape Cod House

Steps2Beach GameWall PetFriendly

Ocean Escape

McCormick Cottages – Studio Cottage

The Habbi Shanti - Craigsville Beach Paradise

Cozy ranch with private neighborhood beach

Cape Cod Canal Retreat
When is the best time to visit Osterville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £202 | £187 | £187 | £187 | £240 | £304 | £394 | £431 | £246 | £228 | £214 | £225 |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Quick stats about holiday rentals that are pet-friendly in Osterville

Total holiday rentals
Explore 50 holiday rentals in Osterville

Nightly prices starting at
Osterville holiday rentals start at £75 per night before taxes and fees

Verified guest reviews
Over 1,120 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Osterville holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Osterville rentals

4.8 Average rating
Osterville stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Rentals with a firepit Osterville
- House rentals Osterville
- Rentals with pools Osterville
- Rentals with a washing machine and dryer Osterville
- Rentals with beach access Osterville
- Family-friendly rentals Osterville
- Rentals with a fireplace Osterville
- Rentals with outdoor seating Osterville
- Rentals with a patio Osterville
- Pet-friendly rentals Barnstable
- Pet-friendly rentals Barnstable County
- Pet-friendly rentals Massachusetts
- Pet-friendly rentals United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Duxbury Beach
- Easton Beach
- Coast Guard Beach
- Second Beach
- The Breakers
- New Silver Beach
- Sandy Neck Beach
- Pinehills Golf Club
- South Shore Beach
- Cahoon Hollow Beach
- Nickerson State Park
- Lighthouse Beach
- Cape Cod Inflatable Park
- Popponesset Peninsula
- Skaket Beach
- Saquish Beach
- Race Point Beach
- Sea Gull Beach
- Nauset Beach




